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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019340Generated: October 30, 2026

Boron trifluoride etherate → HCID 11337066, compound

https://huagongshe.com/reaction/1019340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluoride etherateHCID 8000—
ReactantAllyltrimethylsilaneHCID 69808—
ReactantHCID 11450222HCID 11450222—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
ProductHCID 11337066HCID 1133706698%

Reaction Steps

To a solution of compound 6-benzyl-7-hydroxy-3-phenyl-(3S, 7aR)-perhydroimidazo[1,5-C][1,3]thiazol-5-one of formula (6) (0.326 parts, 1 mmol) in dichloromethane (10 parts) was added allyltrimethylsilane (0.228 parts, 2 mmol). Then Lewis acid for example BF3.Et2O (0.142 parts, 1 mmol) was added drop wise to reaction mixture at 30° C. was stirred for 30 mints. and the reaction mixture was quenched with saturated ammonium chloride (10 parts). Then the organic layer was separated, concentrated and column purification with ethylacetate:pet.ether (15:85) as eluent provided compound 7-allyl-6-benzyl-3-phenyl-(3S, 7S, 7aR)-perhydroimidazo[1,5-C][1,3]thiazol-5-one of formula (7f) (viscous liquid, 0.343 parts, 0.98 mmol) in 98% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06486328B1
Source datasetuspto-grants-2002_11
ORD IDord-aad9fe99cbdf4ef3862f17eb07515342
Source noteuspto-grants-2002_11